Composition for manufacturing indurative resin, indurative resin manufactured by the composition and ink composition comprising the resin

Abstract

The present invention relates to a composition for preparing a curable resin, comprising a) a compound represented by Formula 1; b) glycidyl (meth)acrylate; c) acid monoanhydride; and d) a solvent, a curable resin manufactured by the composition, and an ink composition comprising the same. The curable resin has a low viscosity and excellent flow properties, and the ink composition is excellent in terms of storage stability, heat resistance and chemical resistance.

1. A curable resin manufactured by condensation of a composition, wherein the composition comprises:
 a) a compound represented by the following Formula 1; 
 b) glycidyl (meth)acrylate; 
 c) acid monoanhydride; and 
 d) a solvent: 
 
       
         
           
           
               
               
           
         
         wherein X is hydrogen, C 1 -C 6  alkoxy, phenoxy, C 1 -C 10  alkyl unsubstituted or substituted with halogen, C 2 -C 10  alkenyl containing 1 to 3 unsaturated groups, phenyl, naphthyl, or anthracenyl, 
       
       Y is C 1 -C 6  alkoxy, phenoxy, C 1 -C 10  alkylene unsubstituted or substituted with halogen, C 2 -C 10  alkenylene containing 1 to 3 unsaturated groups, or phenylene, X and Y may be connected to each other to form a C 5 -C 12  ring, and 
       Z is hydrogen, or straight or branched C 1 -C 10  alkyl which is substituted with a carboxyl group;
 wherein a molar ratio of the ingredients a) and b) is 5:1 to 0.2:1 and the c) acid monoanhydride is contained in a molar ratio of 0.1 to 1, based on 1 mole of the a) compound, and wherein the curable resin has a weight-average molecular weight of 1,000 to 100,000, and an acid value of 5 to 200 KOH mg/g, and having a (meth)acrylic equivalent of 15 wt % or more. 
 
     
     
       2. The curable resin according to  claim 1 , wherein the a) compound represented by Formula 1 is selected from the group consisting of the compounds represented by the following Formulae 2 to 9: 
       
         
           
           
               
               
           
         
       
     
     
       3. The curable resin according to  claim 1 , wherein the c) acid monoanhydride is selected from the group consisting of succinic anhydride, glutaric anhydride, methyl succinic anhydride, maleic anhydride, methyl maleic anhydride, phthalic anhydride, 1,2,3,6-tetrahydrophthalic anhydride, 3,4,5,6-tetrahydrophthalic anhydride, hexahydrophthalic anhydride, cis-5-norbornene-(endo, exo)-2,3-dicarboxylic anhydride, and combinations thereof. 
     
     
       4. The curable resin according to  claim 1 , wherein the composition further comprises at least one of e) a reaction catalyst and f) a thermal polymerization inhibitor. 
     
     
       5. The curable resin according to  claim 4 , wherein the e) reaction catalyst is selected from alkylammonium salt, triphenylphosphine, triphenylantimony, dimethylaminopyridine, and combinations thereof. 
     
     
       6. The curable resin according to  claim 4 , wherein the f) thermal polymerization inhibitor is selected from 4-methoxyphenol (MEHQ), 2,6-di-t-butyl-4-methylphenol, and combinations thereof. 
     
     
       7. A method for preparing a curable resin according to  claim 1 , comprising the step of performing a condensation reaction of the composition at 100 to 150° C. for 1 to 24 hrs. 
     
     
       8. An ink composition, comprising
 1) the curable resin according to  claim 1 ; 
 2) a polymerizable compound having an ethylenically unsaturated bond; 
 3) a thermal polymerization initiator; and 
 4) a solvent. 
 
     
     
       9. The ink composition according to  claim 8 , wherein the ink composition comprises 1) the curable resin of 1 to 20 parts by weight; 2) the polymerizable compound having an ethylenically unsaturated bond of 0.5 to 20 parts by weight; 3) the thermal polymerization initiator of 0.1to 5 parts by weight; and 4) the solvent of 55 to 95 parts by weight, based on 100 parts by weight of the ink composition. 
     
     
       10. The ink composition according to  claim 8 , wherein the 2) polymerizable compound having an ethylenically unsaturated bond is selected from the group consisting of compounds obtained by esterification of α,β-unsaturated carboxylic acid with polyol; compounds obtained by adding (meth)acrylic acid to compounds containing glycidyl groups; ester compound obtained by esterification of a compound having a hydroxyl group or an ethylenically unsaturated bond with polyhydric carboxylic acid or polyisocyanate additive;
 (meth)acrylic acid alkylester; 9,9′-bis[4-(2-acryloyloxyethoxy)phenyl]fluorene, and combinations thereof. 
 
     
     
       11. The ink composition according to  claim 8 , wherein the 3) thermal polymerization initiator is selected from the group consisting of 2,2′-azobisisobutyronitrile (AIBN),2,2′-azobis-(2,4-dimethylvaleronitrile), 2,2′-azobis-(4-methoxy-2,4-dimethylvaleronitrile), 2-cyano-2-propylazoformamide, 1,1′-azobis(cyclohexane-1-carbonitrile), 2,2′-azobis(2-methylbutyronitrile), V-40, VA-086, VA-085, VF096, VAm-110, Vam-111, benzoyl peroxide, lauroyl peroxide, t-butylperoxypivalate, 1,1′-bis-(bis-t-butylperoxy)cyclohexane, and combinations thereof. 
     
     
       12. The ink composition according to  claim 8 , wherein the 4) solvent is selected from dipropyleneglycol monomethyletheracetate(DPMA), methyl ethyl ketone, methylcellosolve, ethylcellosolve, ethyleneglycol dimethyl ether, ethyleneglycol diethyl ether, propyleneglycol dimethyl ether, propyleneglycol diethyl ether, diethyleneglycol dimethylether, diethyleneglycol diethylether, diethyleneglycol methyl ethyl ether, 2-ethoxy propanol, 2-methoxy propanol, 3-methoxy butanol, cyclohexanone, cyclopentanone, propyleneglycol methyl ether acetate, propyleneglycol ethyl ether acetate, 3-methoxybutyl acetate, ethyl 3-ethoxypropionate, ethyl cellosolveacetate, methyl cellosolveacetate, butyl acetate, dipropyleneglycol monomethyl ether, and combinations thereof. 
     
     
       13. The ink composition according to  claim 8 , further comprising one or more additives selected from a thermosetting accelerator, an adhesion accelerator, a filler, a coloring agent, and a surfactant. 
     
     
       14. A color filter formed using the ink composition according to  claim 8 . 
     
     
       15. An electronic device comprising the color filter according to  claim 14 .